The Pines Holidays from NZ$2,725

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Top Holiday Package Deals in The Pines

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
per person
27 Sept - 29 Sept
found 24 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
We encountered issues at check-in in but they could fix it relatively fast. The water did not get that hot, the carpet was dirty and the room was very dark even with all of the lights on. But the staff was excellent!

Reviewed on 11 Aug. 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
per person
27 Sept - 29 Sept
found 24 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
Beautiful hotel in a great location!

Reviewed on 10 Aug. 2025

Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
per person
27 Sept - 29 Sept
found 24 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.4/10 Exceptional! (144 reviews)
Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !

Reviewed on 3 Aug. 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
per person
27 Sept - 29 Sept
found 24 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9/10 Wonderful! (1,824 reviews)
Charming area and loved to hotel decor!

Reviewed on 11 Aug. 2025

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 out of 5
per person
27 Sept - 29 Sept
found 24 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.6/10 Exceptional! (20 reviews)
Fantastic hotel with exceptional service and attention to detail. Debbie and the other members of staff were warm and welcoming, nothing was to much trouble. Look forward to staying there again in the future. Thank you for a wonderful stay.

Reviewed on 22 Jan. 2023

Our guide on where to stay in The Pines

Find the best The Pines areas and neighborhoods for the activities you enjoy most. Learn more about The Pines
Rehoboth Beach which includes a beach

South Rehoboth

4 out of top 10 points of interest in this area

If you're spending some time in South Rehoboth, Funland and Silver Lake are top sights worth seeing.

Find hotels in South Rehoboth

Our pick of the best The Pines Hotel Deals

Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

Brand New Luxury Rehoboth Beach In-Town Home with Private Pool

Rehoboth Beach
9.6/10 Exceptional! (74 reviews)
"Absolutely perfect! Everything you could possibly need is provided. Amazing location."

Reviewed on 6 Aug. 2025

Get rates
Brand New Luxury Rehoboth Beach In-Town Home with Private Pool
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is NZ$371 per night from 1 Sept to 2 Sept
NZ$371
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,588 reviews)
Spacious rooms
"The room was spacious (2 bedrooms). Located right on the boardwalk and surrounded by plenty of restaurants, treat shops and arcades. The hotel had parking. The employees we encountered were very nice."

Reviewed on 9 Aug. 2025

Henlopen Oceanfront Hotel
La Mer Beachfront Resort

La Mer Beachfront Resort

3.5 out of 5
1317 Beach Avenue, Cape May, NJ
The price is NZ$510 per night from 1 Sept to 2 Sept
NZ$510
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,124 reviews)
"Great location for beach access. Comfortable bed and many dining options within walking distance."

Reviewed on 11 Aug. 2025

La Mer Beachfront Resort
See all 7,951 properties in The Pines
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a The Pines holiday package cost?
Our The Pines packages, which begin at just NZ$2,725, are the easiest way to save loads of cash. Pick your preferred hotels, flights and more to create your ideal trip.
How do I get a cheap travel package to The Pines?
Imagine all the thrilling things you could do in The Pines with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a The Pines holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1 000 000 hotel options throughout the world. Whether you're holidaying with the entire family or going it alone, organising a getaway to The Pines is better with a package.
Where should I stay in The Pines?
With interesting attractions such as Rehoboth Beach Boardwalk and Rehoboth Beach in this area, try to find a hotel near them. Tanger Outlets is another sight that draws the crowds.
What are the top hotels in The Pines?
If it's your first visit to The Pines, make a reservation at Walk Everywhere - Perfect Condo In Downtown Rehoboth Beach or Two Bed, Two Bath Condo In Town. Both will make you feel at home and are top options with many travellers.
How far in advance should I book my The Pines holiday?
While prices change frequently, we generally advise booking your holiday as soon as possible. Many international fares become available on Expedia up to a year in advance. If you're booking last minute, you might still be lucky. Low prices to The Pines occasionally appear just weeks before departure.
What does an Expedia The Pines travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can shape your The Pines package however you want. All you have to do is work out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a The Pines travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. You're not limited to hotels, however. We've got oceanfront condos, mountain cabins and just about everything in between!
Can I choose my airline with a The Pines Expedia holiday package?
Yes, definitely. Expedia has over 550 airline partners to pick from across the world. With so much choice, finding the perfect carrier to whisk you off to The Pines won't be hard.
If I'm not able to travel, can I cancel my The Pines holiday package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in The Pines

Grove Park

Grove Park is just one of the places to see in Rehoboth Beach, so why not enjoy the other things to explore during your travels? Wander through the beautiful beaches and seaside in this family-friendly area.

Grove Park

Jungle Jim's River Safari Water Park

Bring the family to Jungle Jim's River Safari Water Park and have a fun-filled day at this theme park in Rehoboth Beach. Stroll along the seaside in this family-friendly area or visit its lively bars.

Jungle Jim's River Safari Water Park

Midway Speedway

You can take time to visit Midway Speedway during your travels to Rehoboth Beach. Wander through the beautiful beaches and seaside in this family-friendly area.

Midway Speedway

Activities

Radical Rehoboth Scavenger Hunt

Radical Rehoboth Scavenger Hunt

NZ$48
per adult
80% of travellers recommend
Radical Rehoboth Scavenger Hunt
Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

NZ$48
per adult
Bethany Beach Blitz Scavenger Hunt
See all activities in Rehoboth Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.